Hydrochloric Acid → Imidazo[1,2-a]pyridine-7-carboxylic acid

HRID 1445477Notes

Reaction equation

HRID 1445477 reaction equation
[N:1]1[CH:2]=[CH:3][N:4]2[CH:9]=[CH:8][C:7]([C:10]([O:12]C)=[O:11])=[CH:6][C:5]=12.[OH-].[Na+].Cl>CO>[N:1]1[CH:2]=[CH:3][N:4]2[CH:9]=[CH:8][C:7]([C:10]([OH:12])=[O:11])=[CH:6][C:5]=12

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 15096964Methyl imidazo(1,2-a)pyridine-7-carboxylate

Product 1

HCID 18364844Imidazo[1,2-a]pyridine-7-carboxylic acidYield 66.5%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

In 10 ml of methanol was dissolved 866 mg of methyl imidazo[1,2-a]pyridine-7-carboxylate, and then 5 ml of a 1M sodium hydroxide aqueous solution was added thereto, followed by stirring overnight. Then, 5 ml of 1M hydrochloric acid was added thereto and the solvent was removed by evaporation. A small amount of water, ethanol, and methanol were added thereto and crystals were collected by filtration to obtain 530 mg of the title compound.

Workup

  1. customthe solvent was removed by evaporation
  2. additionA small amount of water, ethanol, and methanol were added
  3. filtrationcrystals were collected by filtration

Sources & evidence

ORD record
ord-0ae86293ac874cf6b1849ed0ca302862
Source dataset
uspto-grants-2010_02
Patent number
US07666873B2

Reaction notes

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